I'd now met my new Domme (Mistress Lizzie) twice with the last time being 4 days previously. I was eagerly awaiting further instructions and, as I was now in the habit of doing, checked my email inbox as soon as I was awake. There was a new message. Why did I suddenly feel nervous? It made me chuckle.
Slave,
Thank you for your recent servitude when acting as waiter. The highnesses and I enjoyed the evening. They have also passed on their thanks but have mentioned that they are looking forward to seeing you at the next dinner party. Although they might see you sooner! I will come back to you on this.
Another email will be on its way to you by the end of the week. I have some more plans that I am organising. Keep your eyes peeled.
Mistress Lizzie
I was pleased with myself and that I had made an impression. Well, enough of an impression to be asked back but, having to wait on another email due to Mistresses' plans was intriguing. And exciting. I relayed all this to my wife who seemed equally as turned on by my new life. She still wasn't keen on being dominant but was loving what was happening to me as it had sparked a new dimension to our sex life via our chats, texts, emails and of course watching porn and having fun together. She was also keen on certain things to happen to me such as watersports or humiliation and just the thought of this turned her on.
It was 10 days later that I finally received another email from Mistress. The anticipation had been killing me. I couldn't wait to open it.
Slave,
While I would normally apologise to someone for a late email, in your case, I really don't give a shit and hope the suspense was frustrating.
This is Friday evening. You are required on Sunday for serving so this gives you some time to prepare your body.
Be at mine for 9am. Same instructions as before when you enter.
Mistress
Sunday could not come quick enough, but at 9am!? Strange time I thought.
As before, my wife helped me prepare by shaving and trimming me. I arrived, entered, and shouted, "Mistress Lizzie, your slave has arrived." I then proceeded to strip naked, folding my clothes leaving them in a tidy pile on the floor, opened my legs and clasped my hands behind my head.
It didn't take long for Mistress to appear. She carried out her inspection to ensure I had shaved completely then told me to turn around and touch my toes. I winced when a finger was pushed into my anus and was awaiting a lubed butt plug. "Stand up straight slave and turn round again." I was surprised but carried out her instruction.
"No butt plug today," she said. "Perhaps next time."
Mistress thrust her hand out toward me, "put these on." It was a pair of see-through cotton white panties, a thong style. After putting them on, Mistress inspected me front and back.
"Good boy, you look great in women's underwear. Now follow me."
I expected to be heading for the living room or her bedroom but no, she opened the front door to her flat and stepped out onto the landing. I had a sudden fear especially as the door closed behind us.
"Mistress, where are we going?" I asked with a nervous sounding voice. She stopped in her tracks, turned round, and slapped me across the face. "Don't ever question me this way again. If you want to use your safe word you can but you'll be heading home early. Up to you. What do you want to do?"
"Sorry Mistress scared because I'm wearing only this thong. I will do as I am told. I trust you. I'm sorry."
"Fine." she muttered, turning on her heels and walking toward the stairs.
I was shitting myself. Was she taking me to her car? Walking down the street? Into the back court?
We walked down the internal stairs to the ground floor. Mistress stopped at flat 1 and entered. I followed in behind her. I was relieved we were going no further but where the fuck are we I thought.
"Nancy, are you in, its Lizzie?"
"In here dear."
Where in the hell are we I thought and who the fuck is Nancy.
I followed Mistress towards the living room. This flat had the same layout so I knew exactly where we were heading. Mistress opened the living room door and stepped in with me following behind. I then saw Nancy -- she was an elderly lady, probably in her 80's. She was sitting in an upright chair wearing a pink housecoat and slippers. Her hair was completely grey and tied in a bun. She was a hefty woman carrying a lot more pounds than her desired weight. Of course, all I could see was a fat old woman.
As I stepped into the room, I suddenly remembered my panties. I think the fear of where we were going had removed it from my mind. Nancy saw me enter and stole her gaze from Lizzie to me. She immediately reached to a small table beside her and lifted glasses, placed them onto her face and proceeded to stare at me from top to bottom.
"Lizzie, you rascal, I thought you were having me on. I am impressed. It's been a while since I had a naked man in my house especially one that looks like that. Very handsome. I'll certainly have fun with him."
Fun with me?! What? What does she mean? My heart was racing, and a nervous knot suddenly appeared in the pit of my stomach.
"Well, I have loads of things to do so I'll leave him with you. Do not break him," said Mistress laughing loudly.
"I can't promise dear."
With that, Mistress walked past me and out the flat. Twenty seconds later I heard her door close upstairs. Fuck, I thought.
"Right cunt, what will we do with you," Nancy said.
Cunt? Oh my God, I would never dream in a month of Sunday's that such a word would be uttered by an elderly lady. I was shocked.
"Come over here, stand right in front of me, I want to see that cock."
I did as I was told. I had a sudden realisation of being in a vulnerable position and state, but this is exactly what I wanted. As soon as she called me a cunt, I realised she held the power and I was acquiescent to her words, demands and orders.
I shuffled toward her and stood about a metre away.
"Closer," she said.
As I took small steps nearer, she reached out, grabbed the back of my leg pulling me toward her. Our knees were touching. Her hand immediately ran over the panties giving my shaft a slight stroke then she moved it to my balls cradling them and running her nails softly over my sack. My cock began to stir with such a fantastic touch.
"Mmmmm, look, it's working. Play with it cunt. I want to see you wank."
I reached down, lowered the top of the panties with my left hand then took my cock in my right hand. I began pulling gently and squeezing. Nancy continued rubbing my balls and scratching her nails across them. It wasn't long before I was rock hard.
"Go on. Wank."
Standing in front of this old heavy woman in a dressing gown is not really where I saw myself being today, but this had now turned into something exciting. I closed my eyes and gripping my shaft, began rubbing my cock back and forth slowly. I had only been wanking for a minute when Nancy told me to go faster. She continued playing with my balls.
"Tell me when you are ready to come. Ask my permission cunt."
It didn't take long. I was so turned on. I couldn't wait to shoot my spunk.
"I'm nearly there, can I come please?" (I didn't know whether to call her Nancy or Mistress so said neither!
"No," she said and with that I felt my balls being squeezed as tight as possible. The pain was a shock and made me bend over. The squeezing made me release the hand from my cock in an automatic reaction to push her hand away and stop the agony, but I suddenly realised where I was, and had to just accept the pain. My body was bent over, and my arms and hands were outstretched as though I was trying to grab at something -- like biting on a stick when having a bullet removed in days gone by or, even worse, branded with a burning hot poker.
The grip released and the pain subsided instantly although I could still feel my balls pulsing. I was able to stand up straight letting out a gasp. My cock had lost its hardness. My excitement had dissipated.
Nancy was laughing loudly.
"Enjoy that cunt?"
"Yes and no Mistress."
"Nah, I don't want to be a Mistress. Call me Lady Nancy. Ok cunt?"
"Yes Lady Nancy."
"Good boy. Or should I say sissy? In fact, yes, sissy it is, now help me up sissy." She held out her right arm as though she wanted me to pull her from the chair. With her other arm she pushed herself up till she was on her feet.
Who on earth was this confident old woman calling me sissy and cunt and where the fuck did she learn to speak this way like this?
"Sissy, give me that walker," she said nodding her head behind her chair. The walker folded out to become a 3-wheeled frame to help with mobility. Rolling it to it, she grabbed both handles and started moving toward the door.
"Follow me sissy."